Sesquiterpenoids and 2-(2-Phenylethyl)chromone Derivatives from the Resinous Heartwood of Aquilaria sinensis

被引:7
作者
Wei, Shu-Ya [1 ,2 ,3 ]
Hu, Dong-Bao [4 ]
Xia, Meng-Yuan [2 ,3 ]
Luo, Ji-Feng [2 ,3 ]
Yan, Hui [2 ,3 ]
Yang, Jing-Hua [1 ]
Wang, Yun-Song [1 ]
Wang, Yue-Hu [2 ,3 ]
机构
[1] Yunnan Univ, Sch Pharm, Sch Chem Sci & Technol, Key Lab Med Chem Nat Resource,Minist Educ, Kunming 650091, Yunnan, Peoples R China
[2] Chinese Acad Sci, Yunnan Key Lab Wild Plant Resources, Key Lab Econ Plants & Biotechnol, Kunming 650201, Yunnan, Peoples R China
[3] Chinese Acad Sci, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
[4] Yuxi Normal Univ, Sch Chem Biol & Environm, Yuxi 653100, Peoples R China
基金
中国国家自然科学基金;
关键词
Thymelaeaceae; Aquilaria sinensis; Sesquiterpenoids; 2-(2-phenylethyl)chromones; Neuroprotective; AGALWOOD JINKO; AGARWOOD; CHROMONE;
D O I
10.1007/s13659-021-00313-0
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
One novel spirolactone, aquilarisinolide (1), three new sesquiterpenoids, (2R,4S,5R,7R)-2-hydroxyeremophila-9,11-dien-8-one (2), (1R,4S,5S,7R,11R)-13-hydroxyepidaphnauran-9-en-8-one (3), and (4R,5S,7R,8S,10S,13R)-8,13-dihydroxyrotunda1,11-dien-3-one (4), together with 13 known compounds (5-17) were isolated from the resinous heartwood of Aquilaria sinensis (Thymelaeaceae). The structures of the new compounds were elucidated based on the analysis of NMR and MS data and theoretical calculations their ECD spectra. The isolated compounds were evaluated for their protective activities against PC12 cell injury induced by corticosterone (CORT) and 1-methyl-4-phenylpyridine ion (MPP+), as well as inhibitory activities against BACE1. Compound 4, 5,6-dihydroxy-2-(2-phenylethyl)chromone (5), daphnauranol B (7), 6-methoxy2-[2-(3-methyoxyphenyl)ethyl]chromone (10), isoagarotetrol (14), and 1-hydroxy-1,5-diphenylpentan-3-one (16) showed significant protective effects on CORT-induced injury in PC12 cells at a concentration of 20 mu M (P < 0.001). Isoagarotetrol (14) showed a significant protective effect on MPP+-induced injury in PC12 cells at a concentration of 20 mu M (P < 0.001), while compound 4 showed a moderate activity (P < 0.01). The BACE1-inhibitory activities of all tested compounds were very weak with less than 30% inhibition at a concentration of 20 mu M.
引用
收藏
页码:545 / 555
页数:11
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